NotesFAQContact Us
Search Tips
Peer reviewed Peer reviewed
Direct linkDirect link
ERIC Number: EJ1133560
Record Type: Journal
Publication Date: 2017-Feb
Pages: 4
Abstractor: As Provided
ISSN: ISSN-0021-9584
Thiourea in the Construction of C-S Bonds as Part of an Undergraduate Organic Chemistry Laboratory Course
Lu, Guo-ping; Chen, Fei; Cai, Chun
Journal of Chemical Education, v94 n2 p244-247 Feb 2017
The nucleophilic aromatic substitution reaction and thia-Michael addition using thiourea as an odorless, cheap, and easy-to-handle sulfur source in water are described, which can be used to teach upper-division undergraduates the role of thiourea in the formation of C-S bonds and the principles of green chemistry. The use of a cheap, nontoxic surfactant Triton X-100 proves to promote both reactions obviously by contrast reactions. The structures of products obtained from the two reactions by students are determined via analyzing nuclear magnetic resonance spectral data. Students also propose the mechanisms of the two reactions and point out the green and nongreen aspects of this experiment. [Note: This paper was published ASAP on August 4, 2016, with incomplete hazards details. The corrected version was reposted on January 18, 2017.]
Division of Chemical Education, Inc and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail:; Web site:
Publication Type: Journal Articles; Reports - Descriptive
Education Level: Higher Education; Postsecondary Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A
Grant or Contract Numbers: N/A